Lee Hotel Guide - Family Friendly Hotels in Lee, Massachusetts

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Check prices for these dates

Tonight
11 Nov - 12 Nov
Tomorrow
12 Nov - 13 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Our top choices for Lee family-friendly hotels

A lodge with a large building and a dock by a lake, surrounded by forest.

1. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
The price is €107
includes taxes & fees
6 Dec - 7 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Two Adirondack chairs facing a river with a forested hill in the background.

2. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,007 reviews)
  • cleanliness
    Family escape with indoor and outdoor pools—enjoy year-round swimming plus convenient ski access at Bousquet Ski Area.
The price is €125
includes taxes & fees
12 Dec - 13 Dec
The Yankee Inn
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

3. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (447 reviews)
  • cleanliness
    Sunset Inn offers lakeside fun with seasonal pools and water activities for family memories.
The price is €77
includes taxes & fees
12 Nov - 13 Nov
Sunset Inn
A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

4. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,000 reviews)
The price is €134
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.

5. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (857 reviews)
The price is €83
includes taxes & fees
9 Dec - 10 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A room with a round table and two chairs, a window with a view of trees and a building, and an air conditioning unit.

6. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (713 reviews)
  • cleanliness
    Family-friendly budget escape with free miniature golf and breakfast, minutes from Berkshire Botanical Garden.
The price is €56
includes taxes & fees
1 Dec - 2 Dec
Econo Lodge Lee - Great Barrington
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

7. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,072 reviews)
The price is €105
includes taxes & fees
17 Nov - 18 Nov
Berkshires Untold
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

8. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (690 reviews)
  • cleanliness
    Family memories made easy with an indoor pool, firepit, and cosy spaces just minutes from Bousquet Ski Area.
The price is €125
includes taxes & fees
15 Nov - 16 Nov
Courtyard by Marriott Lenox Berkshires
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

9. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (943 reviews)
The price is €60
includes taxes & fees
12 Nov - 13 Nov
Monument Mountain Motel
A bookshelf with various books and games, a 'RELAX' sign, and two red pillows on a bench.

10. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (983 reviews)
The price is €116
includes taxes & fees
29 Nov - 30 Nov
Hotel On North
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at family-friendly hotels in Lee

Breakfast included
Pool

Family-friendly hotels with free breakfast in Lee

A lodge with a large building and a dock by a lake, surrounded by forest.
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1000)
The price is €107
includes taxes & fees
6 Dec - 7 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
View all properties

Family-friendly hotels with pools in Lee

A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1000)
The price is €134
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Frequently Asked Questions

What's Lee like for family-friendly holidays?

The destination of Lee is a great choice if you've been thinking about a holiday with your children. The lake views, museums and libraries are just some of the things that make this an attractive spot for a family holiday. Take to the air and fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is the closest airport, or Hudson, NY (HCC-Columbia County), which is located 23.7 mi (38.2 km) from the city centre.

What's the best family accommodation in Lee?

The Black Swan Lee - Lenox, an Ascend Collection Hotel is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Econo Lodge Lee - Great Barrington is another good option for your family trip.

When's the best time to book a family-friendly holiday in Lee?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Lee are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

What's there to see and do with your family in Lee?

While you are holidaying in Lee, you and the family may want to see some interesting spots such as Lee Premium Outlets and Lee Library. Make sure that you have lots of time for activities such as Berkshire Mountain Country Store and Animagic Museum of Animation.